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Search results; Over 1,000 homes in Dalton

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Top guest favourite
Home in Dalton
Brooksong, the perfect Berkshires getaway
5 bedrooms, 7 beds, 2.5 private bathrooms
26–31 Oct
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4.93 out of 5 average rating, 212 reviews
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Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Flat in Dalton
1843 House - Bright and Airy 5 Rooms (2 Bedrooms)
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
4.91 out of 5 average rating, 22 reviews
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Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
7 bedrooms, 8 beds, 4.5 bathrooms
20–25 Sept
4.78 out of 5 average rating, 113 reviews
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Guest favourite
Home in Dalton
Cleveland House - renovated Berkshires' gem.
6 bedrooms, 8 beds, 3 bathrooms
1–6 Aug
4.99 out of 5 average rating, 181 reviews
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Top guest favourite
Guest suite in Dalton
Berkshires getaway: nature, culture & relaxation
1 bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 80 reviews
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Home in Dalton
Comfortable Charming Home in the town of Dalton
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
New place to stay
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Top guest favourite
Home in Hinsdale
Hummingbird Haven
5 bedrooms, 6 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 130 reviews
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Top guest favourite
Flat in Pittsfield
Downtown Apartment A
2 bedrooms, 3 beds, 1 bathroom
22–27 Oct
4.93 out of 5 average rating, 117 reviews
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Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds, 4 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 47 reviews
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Home in Hinsdale
Modern Lakehouse with Private Lake Access
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 31 reviews
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Guest favourite
Cottage in Lanesborough
Lakefront Cottage | Private Dock, Kayaks & Firepit
2 bedrooms, 6 beds, 1 bathroom
25–30 Oct
4.79 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Home in Lanesborough
Berkshire 6BR Estate • Pool, Hot Tub, Game Room
6 bedrooms, 9 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 58 reviews
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Guest favourite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
3 bedrooms, 4 beds, 1 bathroom
28 Oct – 2 Nov
4.93 out of 5 average rating, 136 reviews
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Home in Hinsdale
Berkshire Lake-side Retreat
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Adams
Relaxing Berkshires Home With a View!
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Flat in Pittsfield
HawksNest: quiet 2BR apt, heart of the Berkshires
2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Dec
4.84 out of 5 average rating, 194 reviews